OUTRIGGER DISCOVERY enrollment and login is currently unavailable.

Please note: 

Due to a system upgrade, OUTRIGGER DISCOVERY login and enrollment will be unavailable until November 4.

Planning your next getaway? You can still book DISCOVERY member rates. We will process memberships once maintenance is complete.

Book DISCOVERY Rates

Come Be Here....

    Adults
    Children
    Rooms
    Apply Special Rate
    Oh snap! It looks like the rate you selected is not available.
    Success! Your rate has been applied.
    Select dates
    March 2025
    Sun
    Mon
    Tue
    Wed
    Thu
    Fri
    Sat
    April 2025
    Sun
    Mon
    Tue
    Wed
    Thu
    Fri
    Sat
    • No Check-in
    • No Check-out
    Your Trip Summary
    Guests
    Rooms
    Date
    Explore our Hawaii Island vacation rental properties

    Royal Sea Cliff Kona by OUTRIGGER

    These premiere Big Island vacation condos are set on a dramatic lava rock bluff, providing guests panoramic views of the Kona coast.

    Fairway Villas Waikoloa by OUTRIGGER

    Situated in a gated community, these Waikoloa vacation condos offer one- to three-bedroom, low-rise accommodations with contemporary, island-style furnishings.

    Featured Hawaii Island vacation rentals

    Deluxe vacation condos in popular resort areas – Mauna Lani, Waikoloa, Waikoloa Village and Kona. Enjoy your vacation in a spacious 2- and 3-bedroom fully furnished condo.
    Explore our Kauai Vacation properties

    Waipouli Beach Resort & Spa Kauai by OUTRIGGER

    If you’re seeking the premier Kapaa vacation condo experience, look no further. This deluxe oceanfront condominium property offers luxurious units with rich hardwood furnishings, gourmet kitchens, and spacious baths.

    Kiahuna Plantation Resort Kauai by OUTRIGGER

    These charming, cottage-style Poipu vacation condos are situated on 35 acres of verdant lawns that reach out to the sands of Kauai’s most popular beach.

    Featured Kauai vacation rentals

    Deluxe vacation condos in popular resort areas – Poipu and Kapaa. Enjoy your vacation in a spacious 2- and 3-bedroom fully furnished condo.
    Explore our Maui condo properties

    OUTRIGGER Honua Kai Resort & Spa

    Spread across 38 tropical beachfront acres on the island of Maui, OUTRIGGER Honua Kai Resort & Spa has become one of Kaanapali’s most sought-after luxury vacation rentals.

    The Kapalua Villas Maui

    Located on the magnificent, 22,000-acre Kapalua Resort, these upscale accommodations are some of Maui’s best vacation condos.

    Palms at Wailea Maui

    Located within the world-famous Wailea Resort community, these stylish condos feature patios, all set amid lush tropical gardens.

    Napili Shores Maui by OUTRIGGER

    Offering stunning views of Lanai and Molokai, these newly renovated Napili vacation condos feature custom-made furniture and are set amid tranquil gardens with fragrant plumeria trees.

    Royal Kahana Maui by OUTRIGGER

    Located between the resort areas of Kaanapali Beach and Kapalua Bay on Maui, the Royal Kahana Maui by Outrigger offers air-conditioned condominium units in an ocean front high rise setting at Kahana.

    Kaanapali Maui at the Eldorado by OUTRIGGER

    Fronting the fairways of Kaanapali Beach Resort, these spacious vacation condos are the perfect home base for exploring.
    Explore our Oahu condo properties

    Waikiki Shore by OUTRIGGER

    The ultimate Waikiki Beach condos. Waikiki Shore is the only resort condominium property situated directly on the sands of Waikiki Beach!

    Regency on Beachwalk Waikiki by OUTRIGGER

    Enjoy the best of Waikiki in this intimate, boutique-style condominium resort. Its contemporary style fits perfect with its setting in the Waikiki Beach Walk® shopping and dining district.
    Your next vacation awaits.