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.
Hilton Hawaiian Village- Two bedroom suite, fabulous property!
Concierge Realty is proud to present luxury villas at Hilton Hawaii VillageWe are able to offer reservations in weekly increments with arrivals and departures on Saturdays only.This amazing resort has it all. Set on 22 acres of lushly landscaped beach front property,...
Bamboo Bliss: Ocean Views & Waterfalls Await!
**Escape to Thai Hale at Maui Eco Retreat – Your Haven of Bamboo Bliss and Ocean Views**Immerse yourself in the unparalleled tranquility of Maui Eco Retreat, where the rhythm of nature sets the pace for your rejuvenation. Thai Hale offers an idyllic retreat that invites...
** 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...
3 bedroom right across the street from the beach
Welcome to Koa 1J. This spacious family friendly condo features 3 bedrooms, 2 bathrooms & a private lanai overlooking the pool. The condo is fully equipped & can accommodate up to 6 people. The resort offers amenities like BBQ cabana area, lush tropical landscape, large...
"Kona Nook", Enjoy a Relaxing Cozy Retreat.
Kailua-Kona is waiting for you at this lovely 1-bedroom apartment. With heating, AC, and a hair dryer provided, guests can relax and unwind in this welcoming space. A great place to call homebase while you're away, we hope you enjoy your stay.The "Kona Nook" is a...
Waipouli Beach Resort Town View 2 BD 3 BA
Perfect for a family of 4 to enjoy everything Kauai has to offer. This 2 bedroom, 3 bath includes a fully equipped kitchen, spacious living area and an extra bathroom for added convenience.Town View 2 Bedroom 3 Bathroom• Kitchen features granite countertops, Wolf...
Maui Resort Rentals: Marriott's Maui Ocean Club 1BR Mountain/Garden View Villa
Freshly Renovated One-Bedroom Mountain/Gardenview Suite at Marriott's Maui Ocean Club. When you can’t afford a mediocre Maui vacation. Family time is limited; make the most of your vacation with an out-of-this-world experience. Why pay for a small hotel room when you...
Ocean View Bliss: 1-Bedroom Premium Villa at Westin Ka’anapali Ocean Resort
Indulge in the ultimate Hawaiian escape with a 1-Bedroom Premium Ocean View Villa at Westin Ka’anapali Ocean Resort Villas, where breathtaking Pacific vistas meet unmatched luxury and family-friendly fun. Nestled along the pristine sands of Ka’anapali Beach, this villa...
Step Out into Waikiki | Family Hotel w/ Outdoor Pool & Breakfast
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,...
Princeville "The Cliffs" Condo - fully loaded, great relaxing getaway! Paradise!
Aloha! Do you love paradise? We do! Welcome to the Garden Isle! My family and I love love Kauai and you will too! Frugal or all-in budget, there is something for everyone! Nestled on a secluded bluff overlooking the Majestic North Shore of Kauai, the Pacific Ocean...
WS35 Steps Away Waikiki Beach, 1 bd, 1 Free Parking
This high floor one bedroom is comes with a private lanai and a complementary parking. The 35th-floor unit comes with amazing mountain views and is one block away from the world-famous Waikiki Beach! Included: Fast free wifi, TV, central AC, full kitchen with...
Kaanapali Alii 4712 Bedroom | 2 Bathrooms | Sleeps 5 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 471, a beautifully appointed one-bedroom condo with a fully enclosed den that comfortably serves as a second bedroom. Light...
Beautiful & Convenient 1 Bedroom/living Room With Free Parking!!
Aloha and Welcome! Our serene and peaceful place is within walking distance to: Hawaii Convention Center and Ala Moana Shopping Center/Ala Moana Beach Park (5 min) Restaurants and Dining (5 min to Waikiki), and Waikiki (10 min). Convenient Bus Lines (Downtown, Waikiki,...
Serene Oceanfront Escape for Maui Adventure, Outdoor Pool, Pet-friendly!
Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstep.This listing is for a room within a hotel.✦ Your room is 272 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV,...
Ka’anapali Studio at Westin – Resort Pools, Beach Access & Island Comfor
Enjoy relaxed Maui living in this studio villa at Westin Ka’anapali Ocean Resort Villas, set along the world-famous sands of Ka’anapali Beach. Ideal for couples or solo travelers, the studio features a plush king bed, a comfortable sitting area, and a convenient...
Cozy-1 bd condo in Waikiki, DH View + FREE PKG!
Enjoy Diamond Head views from this beautifully remodeled 1 bed 1 bath unit in the popular Makai Tower at the Waikiki Bayan. This unit has two large queen sizes beds and fold out couch that can easily sleep 4. The building features a large pool, hot-tub, sauna, tennis...
** 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...
9th Fl Island Colony Studio | Balcony | Pool
🌴 Charming Waikīkī Studio w/ Pool View | Island ColonyAloha and welcome! Enjoy this charming studio overlooking the recreation deck and pool at Island Colony — perfect for couples or solo travelers looking for comfort, convenience, and value in the heart of Waikīkī.Just...
** 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...
Oceanfront Condo w/ Big Views & Modern Designer Style
The Space:Escape to paradise in this modernly furnished 1-bedroom oceanfront condo! Relax on your private Lanai while watching mesmerizing waves and turtles. Enjoy a fully stocked kitchen with a shared pool and BBQ area. Fall asleep to the waves crashing in the comfy...
Fully Renovated Clean 2bdrm w/parking
Summary:This Luxury 2 bedroom unit is located in the heart of Waikiki. Only a few minutes walk to the Beach, and everything Waikiki has to offer. This unit was just renovated in 2024 with beautifully designer décor and modern furniture.Situated only a few minutes from...
Summary:Completely remodeled studio, oceanfront condo with unobstructed ocean views!Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are provided to enjoy your day at the beach! We strive to achieve a...
3bedrooms&1bathroomconvenient Location, Near Freeway, Shopping center
It has a very convenient location,with 5 minutes walking distance to Bernice Pauahi Bishop Museum and 9 minutes walk to the nearest shopping center .It takes 3 minutes walks to the nearest bus station.It's only 10 minutes drive to the Honolulu International airport!!...
3 Bed Sleep 8 Princeville Golf and Ocean View Home
Summary:Hokulani Villa – Luxury Living in the Heart of Princeville Managed by Kauai Exclusive Management Discover the essence of island luxury at Hokulani Villa, a private retreat in the prestigious Princeville resort community on Kaua‘i’s North Shore. Nestled along the...
Cozy 1-bedroom condo on the Ka'anapali coast on Maui with AC and gym access
Stay comfortably in Lahaina at this 1-bedroom ocean-side condo. The bedroom features a king bed, while the living room offers a sofa bed, perfect for extra guests or relaxing evenings. Enjoy a peaceful atmosphere where you can unwind after a day of exploring. The space...
Lahaina Maui 4 Bedroom Home Sleeps 10
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.This 4-bedroom, 5-bathroom residence showcases breathtaking ocean views and enjoys a prime location with convenient beach access just a short golf cart ride away—perfect for effortless...
Hanapepe House: Newly Renovated Home w/ Private Pool, A/C & Amazing Ocean Views!
Set along O‘ahu’s dramatic Portlock coastline, Hanapepe House by Gather is a rare 4-bedroom, 4.5-bath oceanfront retreat offering unobstructed views of Maunalua Bay, Koko Head, and Diamond Head. With 4,274 sq. ft. of interior living space, a private pool, wraparound...
Aloha Escape-Oceanview-Newly Updated
Unwind in Koloa at this delightful condo. This cozy space features 1 bedroom with a comfortable king bed, a living room with a sofa bed, pack n play, and twin blow up mattress, and bathroom. Newly updated with a beautiful modern coastal design with an old surf touch....
Nestled in Honolulu, this 2-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the outdoors will love being 11 minutes by foot from Waikiki Beach and 14 minutes from Kuhio Beach. International Market Place is just steps away while Royal...
Kona Palms on Alii Drive, Ocean View, Kona HI
Welcome to your private Kona retreat at Kona Palms, a beautifully renovated third-floor condominium ideally located along iconic Aliʻi Drive. Refashioned just last year, this two-bedroom, two-bath residence blends contemporary island style with comfort and ease,...
Maui 3BR Villa at WorldMark Kihei – Full Kitchen, Balcony & Near Beach Access
Escape to Maui with friends or family in this spacious three-bedroom, two-bath villa at WorldMark Kihei on South Maui’s sunny coastline. Ideal for groups of up to eight, the layout typically includes a master bedroom with a king bed and en-suite bath, a second bedroom...
Aloha Surf 1209 Vacation Comfortably in a Private King Suite
Discover the Perfect Blend of Comfort and Value at Aloha Surf 1209Step into your Hawaiian escape at Aloha Surf 1209, where great value meets a cozy and convenient stay. Escape to the tropical paradise of Honolulu and experience the ultimate vacation comfort in our...
The Lodge at Kukui‘ula - Bungalow 5
Experience the ultimate Hawaiian getaway at Lodge at Kukui'ula Bungalow 5, a luxurious one-bedroom retreat nestled within the stunning Kukui'ula community on Kaua'i's south shore. This beautifully designed bungalow offers an intimate escape, perfect for couples or solo...
** 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 1407 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1407 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen + (1) Queen sofa sleeper, Sleeps 4, 315 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are...
Maui Sunset B319: Ocean view 2BR condo in North Kihei, perfect for families.
Hawaii Tax ID: TA-133-272-9344-01TMK: 390010020175Welcome to Maui Sunset B319, a stunning oceanfront retreat located in the heart of North Kihei. This freshly remodeled condo offers breathtaking ocean views and a serene ambiance, perfect for a relaxing getaway. With two...
Cozy apartment in charming Waikiki/ Free Parking, walking distance to the beach
This memorable apartment is the perfect home base for your trip to Honolulu. Guests will find a nice bathroom equipped with a hair dryer and a cool office space featuring a full bed. The apartment stays comfortable year-round with heating and AC. Whether you’re working...
** 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 Views & Island Vibes – Your Honolulu Escape! 🌺
🌊 Ocean Views & Island Vibes – Your Honolulu Escape! 🌺The "Nalu" Suite - Stylish 1-Bedroom Oceanfront RetreatComplimentary early check-in/late check-out (subject to availability)Located just steps from Waikiki Beach, this beautifully designed 1-bedroom suite offers...
Royal Kahana Maui 1110 Oceanfront 2 Bedroom 2 Bath
Relax and unwind in this spacious oceanfront two-bedroom, offering stunning panoramic views and direct beach access. Perfect for families or friends wanting a comfortable and scenic getaway. Unit 1110 Oceanfront 2 Bedroom 2 Bath• 11h floor condo with large wraparound...
14th Fl Ilikai Condo | Pool | AC
🌺 Spacious Waikīkī Studio by Hilton Lagoon | Full Kitchen + BalconyAloha and welcome! Enjoy island living in this large, open studio located just steps from Waikīkī Beach and the Hilton Hawaiian Village. With all the comforts of home—plus a spacious balcony and full...
** 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...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Premium Beachfront Ocean Club Resort+Amenities. 3BR
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! 🌴 Our Spectacular Maui Adventure at the Maui Ocean Club Resort! 🌴Additional $500-$1000 SAVINGS available with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays, short stays or custom dates. All reservations require a Saturday-Saturday ONLY.Stays that...
1-bedroom suite at Westin Nanea with full kitchen in Island of Maui from 5/2~5/9
Escape to these lovely hotel suites in picturesque Lahaina. Each suite features one cozy bedroom with a queen bed and a comfortable sofa bed, perfect for relaxing after a day of exploring. Guests can unwind in the bathroom’s jetted bathtub or freshen up with the...
Honua Kai | 3 FREE Rental Cars | KBM Resorts | Ocean Front | 3 Units, 8 Bedrooms | HK ML-2594
** 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...
Custom star shaped 4bedroom 4bath home on 9th hole with mountain-waterfall views
Enjoy the very best of the North Shore at this luxury private retreat in Princeville! Located on a cul-de-sac in the exclusive quiet Princeville community with stunning views of the Makai Golf Course and Bali Hai Mountains! Overlooking the 9th hole and just a short walk...
Superb 2-bedroom apartment in Honolulu near vibrant city life
Stay comfortably in Honolulu at this 2-bedroom apartment. The space features one queen bed and one king bed, perfect for a restful night. Guests will find a lovely bathroom with a refreshing shower to start their day. This adorable apartment offers a cozy atmosphere...
Stylish 1BR Azure Ala Moana | 30 Day Min
Summary:**30 DAY MINIMUM**This luxurious 1 bedroom, 1 bathroom apartment is located in the new Azure Ala Moana! Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the space is near to many restaurants, local...
Family Estate in premier neighborhood close to waikiki
kahala home 4,883sf 6 bedrooms 7 bathrooms on 2 levels private gated entry ith video servalliance leading to 10 plus car parking with 3 car garage with pool and poolside kitchen. Gourmet kitchen, upstairs has 4 large bedrooms. Beautiful spacious and convenient getaway...
Kaanapali Maui Eldorado Garden View Studio
Tucked within a quiet golf course community, this bright Maui studio offers garden views and easy beach access. A perfect hideaway for two, it includes a cozy interior, a private lanai, and everything you need for a carefree island stay. Garden View Studio • Studio...