Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Kamaole Beach Royale 301 ~ 3 bedroom
Located in the heart of Kihei. Freshly remodeled. With lots of cool, fresh Maui breezes coming through this unit, you will can truly enjoy the feel of Maui. This unit has an amazing 1380 square feet, which includes a double lanai off the living room and master bedroom...
Maui Kamaole Condo w/ Private W/D, Shared Pool/Hot tub-Beaches and Beyond
Maui Kamaole C210Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at Maui Kamaole, located just minutes away from the three sunny Kamaole beaches. Kamaole...
Ocean Front Balcony, 2 Bedrooms, Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #701** For your health and safety, we utilize additional Sterilization procedures between reservations.Recently remodeled with 2 separate bedrooms. Also features full kitchen and wrap around lanai with ocean front...
Beautiful home with great room, lanai & private hot tub - walk to Anini Beach
Blue Hawaii HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on a quiet cul-de-sac, this magnificent, custom home was built in 2008 by a contractor for his personal...
Central studio with balcony and gorgeous ocean views.
Wake up to sweeping ocean views from your private lanai, just steps from Ala Moana Beach Park and Hilton Lagoon. This recently completely remodeled studio hotel unit fits 4 with two full beds, a small kitchenette for simple meals, and an unbeatable central location near...
Kona Shores 221 Beautiful Top Floor Corner Condo w/AC!
Kona Shores#221- Excellant, Affordable Rental, in Oceanfront Complex! This upgraded second floor condo at Kona Shores has everything you need to enjoy your time on the Big Island of Hawaii! This is a corner unit which provides an extra window with a peekaboo ocean view!...
GORGEOUS Newly Remodeled Kaanapali Condo AVAIL!!!
SummaryPROF PHOTOS JUST ADDED!Our NEWLY RENOVATED HOME is located in the prestigious community of Kaanapali, Maui in an exclusive gated community with pool and tennis. Overlooking Whaler's Village and the beautiful 16th fairway of Kaanapali Golf Resort. Our home is...
Stunning Remodel - Maui Kamaole I-201
Welcome to your serene escape at Maui Kamaole! This beautifully designed and recently fully remodeled 2-bedroom, 2-bathroom condo is situated on the second floor of the I building, right in the heart of Kihei. Boasting split A/C for ultimate comfort, this end unit is...
Coastal Elegance at Kona Isle. Level entry. Wi-Fi.
New to market! Enjoy a relaxing tropical vacation at this centrally located bright and beautiful condo.Lounge in the sun with your toes in the sand, enjoy the beautiful oceanside pool and grilling area.Beautiful beaches are a short drive away including Whits Sands Beach...
Tranquil Ground-Floor Retreat: Wailea Elua 105, Set in an Enchanting Property
Wailea Elua #105 – Ocean View Luxury and Secluded Serenity in the Heart of WaileaWelcome to Wailea Elua #105, a beautifully remodeled 2-bedroom, 2-bathroom ground-floor ocean view condo perfectly positioned at the peaceful southeast corner of Wailea Elua Village. This...
Beach Condo, Lovely, Clean, Comfy Heart of Kona! Poolside, Hot Tub, Beach Stuff
POPULAR KONA ISLANDER INN HAWAIIAN PLANTATION-STYLE BEACH RESORT FREE USE OF BEACH STUFF, POOLSIDE HOT TUB, BARBEQUESFREE ON-SITE PARKING WITH PERMIT FROM RECEPTION DESKSMART LOCK FOR 24-Hour CONDO ACCESS * 50 INCH VIZIO SMART TVFREE HIGH-SPEED WIFI TO STREAM OR MAKE OR...
Waterfront Family-Friendly Getaway w/ Beach Access Plus Shared Pools & Hot Tub
Kaanapali Shores 706Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Everyone deserves a sunny Hawaiian vacation, whether you're a newlywed couple in search of a perfect honeymoon or...
Condo in great locale with grill, pools & hot tub
Maui Kamaole I219Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Resort Zoned Studio / King Bed / Sofabed / Kitchenette / Free WiFi And Parking
TMK 2-6-012-003 2022/ELOG-1168(LM) Located in the Resort zoned Aqua Palms Waikiki, you can book with confidence. Address: #304, 1850 Ala Moana Boulevard, Waikiki, HonoluluStudio apartment offering:* King size bed* 2 seater sofa bed * Free Car Parking stall (assigned,...
Panoramic ViewHouse Only 2-Min Drive To Beach!
Don't miss this chance to witness some breathtaking views at the Panoramic ViewHouse. Imagine waking up on a mountaintop surrounded by nothing but beautiful ocean and mountain views. Come and experience some of the best beaches, hikes, and sunsets/sunrises Oahu has to...
Upper floor with quiet location A402
Located on the 4th floor, watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Quiet location features large private view deck and renovated interior. Doesn't get any better. Large private condominium apartment at...
Tropical Island Oasis at The Cliffs Princeville!
Welcome to your island oasis—an ocean-view condo in the heart of Princeville on Kaua‘i’s stunning North Shore. Enjoy lush garden and ocean views from your private lanai while feeling right at home in paradise. This serene retreat offers easy access to some of the...
Kulakane 304 Beachfront 2BD Unobstructed Ocean Views
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Ground floor oceanfront, walk out to beach
Hawaii Tax ID: TA-033-744-4864-01TMK: 390080030037This tastefully decorated one bedroom Hale Kai O'Kihei 118 condo is located right on the beach in North Kihei. You will love walking out of your door right onto the white sandy beach. This condo will provide all...
Oceanfront Retreat Stunning Views - Makena Surf F-107 - Amazing Snorkeling!
Makena Surf #F-107Discover F-107: Makena Surf's most exclusive marine sanctuary experience. With unparalleled proximity to the ocean, this oceanfront residence is uniquely positioned on a dramatic ancient lava lae in the resort's premier F-building - the closest luxury...
6th Floor Balcony Waikiki Beach Studio
⛱Aloha and welcome to our ocean and beach view boutique Hawaiian studio, Located on ωαιкιкι gяαη∂ нσтєℓ® 6ᵗʰ floor. We have used our 30 years of experience visiting Hawaii to give you everything you need for a fantastic vacation. Treat yourselves right on this very...
Ocean Front Beautiful Remodeled Unit 418! - Maalaea Bay
**Special Introductory Rate September - November 23rd - 2025!! New Unit to Vacation Rental!! Book Now!!**Looking for the perfect tropical escape? Book now and let the island vibes take over! Kanai A Nalu 418 at Ma'alaea Resort is calling your name! This oceanfront,...
Wailea Grand Champions 27 - 2 Bedroom Golf Course View Condo
Nestled in the heart of Wailea, this charming Grand Champions residence offers a tranquil retreat that feels like your own private Hawaiian sanctuary. As you step through the door, you\'re immediately embraced by the warmth of island living and the thoughtful design...
Beautifully Renovated Grand Champions! Ground Floor! Grand Champions 139
Incredible Renovation! Kick back and relax on your own private lanai and take in wonderful garden views, with some ocean and mountain views. Feel the wonderful trade winds and take in the aroma of the beautiful Plumeria trees and Hawaiian foliage. This spacious...
Village Manor D22, Coconut Grove Views, Walk to Kapaa Town & Beaches
Village Manor Beach Side Apartment #D22. Waipouli, Kapa'a, Kaua`i Vacation Rental. Accommodates up to 4 guests, including children and infants.Second floor, walk up end unit apartment. Centrally located on Kauai’s eastern shore make this the perfect Kauai vacation...
Tropical & Serene Garden Vistas
Summary:Newly remodeled 1 bedroom, 1 bath ground floor condo. Located directly across from the beach in warm & sunny Kihei. Nestled in the exclusive and desirable Kihei Resort, you will be embraced in the lush & tranquil landscaping. We provide beach chairs, umbrellas,...
Maui Resort Rentals: Westin Kaanapali Ocean Resort Villas 2BR Oceanview Villa
Westin Ka'anapali Ocean Resort South 2 Bedroom Ocean View Villa. This two bedroom, two bathroom luxury villa features over 1200 square foot of interior space. The villa has a large balcony accessible from the primary bedroom and living room There is a separate guest...
Ohala Oasis 2 Bedroom Apartment
This cozy and clean 2-bedroom is located 15 minutes from the beach and Ali'i drive where all the best attractions are such as tasty restaurants, fun retail shops, bars, coffee and smoothie spots, fresh farmers markets, Magic Sands Beach, and much more.This place has a...
Kauai - Top Floor/Beach Front Condo at Pono Kai Resort in Kapaa -Tax Included
LOCATION, LOCATION – the best way to enjoy your stay is in a 3rd (top) floor beachfront condo like Building B at the Pono Kai Resort. Leave the lanai curtains open and enjoy the sound of waves on the beach, feel the trade wind breeze, and watch the sun rise each...
Wailea Elua Village 1103 - 2 Bedroom Ocean View Condo
Located within short walking distance to the beach and close to the on-property pickleball court and swimming pool, Wailea Elua 1103 enjoys the ideal spot for a Maui vacation. Upon entering, be struck by the large floor highlighted by a sunken living area that is...
Oceanfront home w/views of the Coconut Coast, shared pool, private W/D, balcony
Wailua Bay View 115Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Envision a vacation in paradise on the beach with incredible views down the Kauai coastline at Wailua Bay View 115....
Beachside townhome with AC, 3 pools, & pickleball - walk to ocean & Front Street
Puamana 30-2Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Ocean View, two-story garden-level townhouse is located within the best-gated community in Maui just steps from the...
Ground-floor condo with amazing oceanfront view - close to beaches
Kuhio Shores 107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up and pull back the sliding plantation doors each morning, and you'll see the ocean waves crash onto the rocks...
Garden Floor Condo with Shared Tennis, Pools, Hot Tub & Beach Access
Manualoha 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swaying palm trees and postcard-perfect beaches are waiting for you to book your stay at this modified townhouse style...
Kamaole Sands 4-407 - Ocean Views, King Beds, Spacious Layout, Split-AC, Wi-Fi
Welcome to Kamaole Sands 4‑407 - a top‑floor penthouse condo where panoramic ocean and West Maui mountain views set the backdrop for your perfect island retreat. This spacious two-bedroom, two-bath vacation rental combines comfort, convenience, and an unbeatable...
Hale Nene: 5 BR Keauhou Estates Home with Pool & Ocean View
Summary:Aloha! Welcome to Hale Nene.The Space:This elegant, one-of-a-kind Hawaiian estate within the exclusive gated community of Keauhou Estates features its own private pool and relax in a warm spa tub with gentle water flow. Maximum occupancy strictly enforced in...
Oceanfront Stunner Condo Over The Lagoon Garden! Hale Kona Kai 311
Ocean view over lagoon garden view from the lanai (balcony). You're so close that you'll hear the ocean and see the waves come sideways into the lagoon below. Enjoy seeing the fish and turtles swim in the lagoon and the lighthouse in the distance. You will see the...
Lovely ground floor with oceanfront views, king bed, pool & more
Enhanced COVID cleaning and disinfecting procedures for every check-in.Sealodge J1: This Sealodge Kauai condo is private, quiet and serene with oceanfront views all the way down the Anini Reef to the Kilauea lighthouse. On the edge of the bluff between the trees and the...
Maluhia Hale - Your one acre slice of paradise
Maluhia Hale sits perfectly atop its private landscaped acre. There are many different fruit trees so wander the property and enjoy what the aina or land provides. Avocado and citrus are just a few things you’ll find here seasonally.Maluhia Hale sleeps 6 comfortably....
Charming Studio at Maui Banyan Resort - Walk to Beach, Pools, AC, Beach Gear
Are you ready for the ultimate island getaway in this beautiful studio, located in the heart of Kihei at the highly sought-after Maui Banyan Resort? Just a 5-min walk from the world-famous Kamaole II Beach, you'll be surrounded by soft white sand, clear turquoise...
Ko Olina Beach Villas O402: Serene 3BR Villa w/ Ocean & Golf Course Views
Discover Ko Olina Beach Villas O402 by Gather, a stunning 3-bedroom, 2.5-bath oceanfront retreat offering 1,507 square feet of luxurious living space on the fourth floor of Ko Olina’s Ocean Tower. With panoramic views of the resort’s 2nd Beach Lagoon, this villa invites...
Lucky you! Sleeps 2! Tropical Studio One Block to Waikiki Beach! Kitchen too!
Barefoot at the beach. Balmy breezes. Palm trees swaying. Beautiful blue Pacific surf. A special island hide-a-way. This inviting studio, decorated in tropical style, has a kitchen with full refrigerator and is steps to wonderful Waikiki Beach so you can spend your...
Island Vibe Suite w/Ocean Vista Lanai, Kitchen Ease, WiFi, Ceiling Fans–Kaha Lani 303<br>
Welcome a new day with coffee on the lanai overlooking the pool, landscaped lawns and Pacific Ocean. Rattan furnishings and tropical touches create easy island living in this 739 sq. ft. retreat with ceiling fans, flat screen, WiFi, and full kitchen for cooking meals....
Colorful oceanfront condo with pool, views & high-speed WiFi
Kona Bali Kai #220Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a stunning view of the ocean from your own private balcony! A ceiling fan in each bedroom (and in the common...
koolkondo 2283 Hoohu Rd Oceanview, KoolKondo 2283 Hoohu Rd Oceanview
The Emerald Pagoda: Luxury Vacation Rental in Kauai with Ocean View and Pool 2283 Ho’ohu Rd., Koloa, HI Welcome to koolkondo, where you will experience luxury vacation rentals at their finest. Our stylish boutique hotel style condos and homes have it all. You will...
Ground Floor Condo with Shared Pools, Central AC, and High-Speed WiFi
Maui Eldorado Resort A100Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A lovely golf course view and bamboo accents throughout this condo (check the ceiling!) will help set the...
Lovely front-row home on Oceans Bluff w/views of Bali Hai, WiFi, pool & hot tub
Pali Ke Kua 116Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Savor the tropical beauty of the spectacular Bali Hai view directly from your private lanai in the comfortable,...
Oceanfront Lahaina Condo w/ Balcony & Pool Access!
Escape to Lahaina to enjoy this luxurious 1-bedroom, 1-bathroom vacation rental! Only steps from the beach with community amenities such as a pool, outdoor grills, and shuffleboard, this condo will provide you with an unbeatable Hawaii experience. Enjoy mesmerizing...
Modern Retreat W/Kitchen and Lanai–Poipu Shores<br>
Step onto your private lanai and take in the panoramic ocean views, where each sunset feels more magical than the last. Escape to this charming and rustic 2-bedroom, 2-bath condominium, perfect for couples, families, ands friends. This unit comfortably accommodates up...
Beautiful Ocean & Mountain View Condo w/ Security 24/7
Makaha Valley Towers gives you the feel of a 5-Star Resort. This beautiful space is private, breezy, and so comfortable. The views are spectacular, and the location is close to miles and miles of beaches, exciting hikes, and plenty of amenities. With a warm salt water...