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.
Fully Renovated Condo right on the beach with A/C, Wi-Fi and Everything you need
This 4-bed condo in Lahaina is perfect for your escape to paradise. With a queen bed, two twin bed,s and sofa bed, this welcoming space is ideal for families or friends looking for a tranquil retreat. Enjoy the convenience of amenities like a hair dryer, iron, and AC....
Ilikai 1802 Ocean Views 2 Q Bed,1 Q SofaBed
NEWLY RENOVATED 2025 - New Mattresses - Unforgettable OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.**Recent Guest...
Royal Kahana Maui 108 Ocean View 1 Bedroom
Enjoy breathtaking ocean vistas from your stylish one-bedroom; ideal for friends, honeymooners, or families craving tranquility. Unit 108 Ocean View 1 Bedroom 1 Bath• 1st floor condo with an oversized patio • Kitchen includes microwave, stovetop/oven, coffee maker,...
29th Fl Waikiki Banyan | King | Parking
The SpaceWelcome to your Hawaiian home-away-from-home at Waikiki Banyan! Perched on the 29th floor, this beautifully renovated one-bedroom condo combines modern Hawaiian-inspired décor with sweeping ocean and Diamond Head views. With a spacious layout, comfortable...
Honua Kai Konea | 2 Free Rental Cars | KBM Resorts | Extra Large Corner Suite! | 2 Units, 4 Bedrooms | ML-1397
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Waipouli Beach Resort E303 Garden Mountain 2B/3B
Experience the beauty of Kauai from this spacious two-bedroom condo with scenic garden views. Surrounded by tropical greenery, it offers a peaceful setting to unwind and reconnect in the heart of the island.Unit E303 Garden Mountain View 2 Bedroom 3 Bathroom• Kitchen...
*New Building 2 bd/2ba Parking & Pool| 30 day min
Summary:**30 DAY MINIMUM**This spectacular 2 bedroom 2 bathroom city view apartment is a fully furnished retreat!Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the apartment is near to many local attractions,...
Stunning Beachfront Condo at Hapuna Residences
Welcome to your dream escape on one of Hawaii’s most iconic beaches. This stunning 2-bedroom condo at Hapuna Beach Residences offers unparalleled ocean and beachfront views, all upgraded and modern decor, and direct access to the soft white sands of Hapuna Beach.B48 has...
Fabulous 5 bedroom for 10 townhome above famous Anini Beach!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful 5 bedroom, 5 bath for 10 offering, is situated right above famous Anini Beach, with an 8 minute walk down the Anini Beach trail just steps away from the property. Short...
Ocean view private studio W/free reserved parking!
【Basic Info】This is a studio room in Waikiki!!You can stay with you friends, partner, family. This unit has ocean view. You can enjoy the view in your stayThis condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku...
MB P104 Stylish 2BD Maui Condo Steps from Beach w/ Lanai, Pools, Tennis & AC
Maui Banyan P104 Experience Maui from this Remodeled Kihei Retreat Directly Across the Street from the BeachWelcome to your Maui Retreat: Escape to Maui Banyan, a beautifully remodeled 2-bedroom condo located right across the street from the golden sands of Kamaole...
1BR Mountain View w/ Balcony, Pool & Free Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Renovated 2BR w/ AC - Menehune Shores #522 Oceanview South Maui Condo Getaway
Menehune Shores #522 – Ocean View Comfort in North KiheiOceanfront condo with sweeping views of the Pacific and steps from the beach. This beautifully appointed condo enjoys vibrant sunsets and swaying palms from both the living room and master bedroom.Step out onto...
Kaanapali Alii Residence 281
Kaanapali Alii 2811 Bedroom | 2 Bathrooms | Sleeps 4 | Ocean View_________________________________________________Welcome to Kaanapali Alii 281, a beautiful 1-bedroom, ocean-view residence overlooking the turquoise waters of Maui’s Kaanapali coastline. This beautifully...
Spacious Unit Near Waikiki Beach | Waikiki Bliss
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Maui Ka’anapali Villas #515: One bedroom ocean view
Maui Ka’anapali Villas #515: One bedroom ocean view on N. Kaanapali Beach with Pool and Beach Access.This condominium is located on the 5th floor, and boasts magnificent ocean views. Sophisticatedly furnished with wood, tropical-themed elements, and art this suite was...
Newly renovated, secure, 2-bedroom apartment in beautiful Waikiki with AC
Aloha and welcome to your tropical escape in the heart of Waikiki! This newly renovated 2-bedroom condo offers the perfect blend of comfort, convenience, and island charm.Just steps to world-famous beaches, restaurants, and shopsPrivate lanai with stunning canal +...
Kiahuna Plantation Resort 232 Royal Garden View De
This charming one-bedroom condo features relaxing garden views and a warm, cottage-inspired feel. Ideally located near Kauai’s iconic shoreline, it’s a great choice for a calm and comfortable getaway. Unit 232 Royal Garden View 1 Bedroom 1 Bath• End unit with walk out...
Ocean Villa Emilie by Gather: Private Gym, Pool & Designer Interiors
Ocean Villa Emilie is a newly built architectural masterpiece on the oceanfront along Kalanianaole Highway in Honolulu. Designed with bold steel, glass, and sculptural concrete, this contemporary villa delivers a seamless fusion of modern luxury, panoramic views, and...
Palms at Wailea Garden Villas 1 Bedroom 2 Bath
A peaceful one-bedroom villa with lush garden views, located in Maui’s renowned Wailea Resort community. Perfect for a relaxing getaway, it features a full kitchen, open living space, and private lanai – just minutes from pristine beaches and championship golf.Garden...
The Westin Nanea Ocean Villas Resort & Spa, Pool!
Marriottu2019s Maui Ocean Club - Lahaina Villas is one of the most popular timeshare resorts - and for good reason! Kids and kids-at-heart will get a kick out of the resort's 3.5-acre super pool complete with a water slide, waterfalls, and children's area. The poolside...
ICC 30 Remodeled 2BD Cottage with Central AC across Kahekili Beach
International Colony Club 30 NEW LISTING Charming 2 BR Kaanapali Cottage with CENTRAL AC, Pool, Amazing West Maui Location with short walk to beach FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay: Whale...
Mauna Lani Point H207
Welcome to Mauna Lani Point H207, your idyllic retreat nestled in the heart of Kamuela, Hawaii. This charming 1-bedroom, 1-full and 1-half bathroom condo offers a perfect blend of comfort and luxury, ideal for your short-term stay. The open-concept living area features...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | 180 Degree Views | 2 Units, 2 Bedrooms | ML-1996
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Ocean-Facing Maui B&B Room | Breakfast, BBQ & AC | Beach Access | Free Parking
The Space:50% Off Grand Reopening Special! Welcome to our newly refreshed Maui Beach House Bed & Breakfast, this listing is for the Hibiscus Ensuite Bedroom with private access through the shared lobby-lounge, located at a private estate directly across from the beach!...
31st Fl Waikiki Banyan | Parking | AC | Partial-Ocean Views
The SpaceEnjoy a high-floor corner unit with easy access to the laundry room and trash chute. Perfect for families or groups, this suite combines comfort, functionality, and Waikiki convenience.Bedroom• One twin bed and one double bed with ocean-facing viewsLiving Area•...
Coconut Plantation 1222-2: Tropical Villa w/ Lanai & Pool Access
Welcome to Coconut Plantation 1222-2 by Gather, a serene island retreat nestled in the heart of Ko Olina Resort. This charming 2-bedroom, 2-bath villa offers a peaceful blend of Hawaiian elegance and resort-style comfort, perfectly suited for couples or families seeking...
PK G306 2BD Ocean View Condo Overlooking Pool, Hot Tub & Tropical Grounds
Papakea Resort G306 Beautiful Ocean Views from this West Maui Condo Overlooking Lush Tropical Grounds, Pool and Hot TubWelcome to your Maui Retreat: This beautifully appointed two-bedroom, two-bathroom vacation rental residence offers stunning oceanfront views and...
Great Oceanfront Resort in Maui - Family Friendly - Sleeps 6!
Set along the soft sands of Maui’s world-famous Kaʻanapali Beach, Hilton Vacation Club Kaʻanapali Beach is where family memories are made against a backdrop of swaying palms, sparkling ocean waves, and endless Hawaiian sunshine. From the moment you arrive, the lush...
ML – Aloha Hoʻonani 3BR Home | MT & Ocean Views!
Summary:Experience tranquility and luxury in this charming three bedroom residence nestled within a secure gated community in the idyllic Makaha Valley situated in the greater Waianae region Immerse yourself in the allure of this lively residence boasting a contemporary...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Kaanapali Residence Club+Amenities, 2BR
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢🌴🌺 Escape to Tropical Opulence at The Hyatt Residence Club on Kaanapali Beach! 🌺🌴Additional $500-$1000 SAVINGS available for 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 members on certain 7-Night stays. All reservations require a SAT-SAT STAY ONLYSHORT STAYS: 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢...
Whaler | 2 Free Rental Cars | KBM Resorts | 2 Units, 3 Bedrooms | ML-1583
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Wailea Ekahi Village 50C - 1 Bedroom Garden View Condo
Experience the ultimate in island luxury with a stay at Wailea Ekahi 50C, a beautiful one-bedroom, one-bathroom vacation rental situated in the heart of Wailea. This elegant ground floor condo offers the perfect blend of modern comfort and tropical charm. From the...
Maui Ka’anapali Villas #237: One bedroom 2 bath loft gard
Maui Ka’anapali Villas #237: One bedroom 2 bath loft garden view on N. Kaanapali Beach with Pool and Beach AccessThe space:Luxuriate in the lush garden and pool views in this Hawaiian oasis at the serene Maui Kaanapali VIllas. This condo offers indoor and outdoor living...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Whale Watching | 2 Units, 3 Bedrooms | ML-1975
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Renovated in 2024 Studio! Just 1min to Beach@Waikiki
【Basic Info】This is a private studio unit in Waikiki!!You can enjoy your stay by yourself, friend or partner. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapi olani Park.You can enjoy a walk while feeling the nature at...
Honua Kai Konea | 2 Free Rental Cars | KBM Resorts | Extra Large Corner Suite! | 2 Units, 5 Bedrooms | ML-1403
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Perfect Island Getaway! 3 Spacious Units, Oceanfront, Watersports and Activities
Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a...
Kapalua Ridge Villas Ocean View 1 Bedroom
Ridge Villas Ocean View 1 Bedroom- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen...
HoÊ»onÄnea I Loko Kailua
If you're looking to work remotely, travel for work, remodel your home & have a place to live while it's worked on then this is the perfect home. This is a redesigned and remodel home that was originally built in the 1960's. The home is tastefully designed with a...
Waiulu Villa - Contemporary Luxury Coastal | Onsite Staff & Daily Housekeeping
This 2 bedroom, 2 bath single-level upper floor corner villa offers wrap-around views of Hualalai Mountain, the 5th hole of the Tom Weiskopf Keolu Golf Course and Punawai Pond. The large windows and 16’ sliding pocket doors provide plenty of natural light giving this...
Kapalua Bay Villa 34G5 Oceanfront 1 Bedroom
- Villa closest to Oneloa Beach- Split level condo with 16 stairs between the driveway and front door and 25 steps to Pool C- Carpet throughout and tile floors in kitchen and bathroom- Fully equipped kitchen with stainless steel appliances includes stovetop/oven,...
Holua Kai#15 The "Model Home" Luxury Golf Course View, Private Pool, Spa
Holua Kai Luxury Retreat#15 – Single-Level Private Pool Home in Kailua-KonaWelcome to Holua Kai at Keauhou Resort, where modern island elegance meets timeless Hawaiian charm. Nestled within one of Kona’s most exclusive gated communities, this 3-bedroom, 3.5-bathroom...
Ocean breezes greet you in this 12th-floor condo
Welcome to Valley Isle 1204, a 1-bedroom, 1-bathroom, 12th-floor condo that offers direct oceanfront views from your private lanai and ceiling fans throughout, as there is no A/C. This resort has elevators for easy access. Unit 1204 can accommodate up to 4 guests. The...
studio suite at Ka Eo Kai, Kauai
About this spaceOverlooking Anini Bay, Ka Eo Kai is the perfect place for your Hawaii vacation. Ka Eo Kai offers beautiful amenities while having access to a variety of nearby recreational options including zip lining, family fun adventures, horseback riding and golf....
Airconditioned luxury 3 bedroom home
This is a luxury three bedroom home in Princeville with a wonderful flow and space that provides a great environment for relaxing or having small family gatherings. The kitchen is fully upgraded with a Wolf stove as well as other luxury appliances. The dining room and...
Honua Kai Hokulani | 3 Free Rental Cars | KBM Resorts | X X L Lanai | 3 Units, 5 Bedrooms | ML-1113
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Downtown Honolulu | AC, W/D, Free Parking, Kitchen
Experience the best of Honolulu from this bright, open-concept condo. Just minutes from downtown attractions, restaurants, cafés, and shops, with easy access to public transit and nearby beaches and parks. After a day exploring, unwind in the building’s pool,...
NEW! KBM Resorts | FREE CAR | Napili Point | 2 Bedroom Multi Unit Listing with Private Ocean view Oasis ML-3494
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Aqua Aloha Surf Waikiki 1112 Superior Studio with Lanai and Partial City View
Aqua Aloha Surf Waikiki #1112 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 301 Sq Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site...