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.
** 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...
Cozy 1 BR, City Views and Salt Water Pool
Summary:Welcome to our Mauka Suite! This 1 bedroom, 1 bath centrally located suite provides easy access to shops, restaurants, bus lines, and the beach. The Bamboo is a boutique condotel that offers exceptional amenities, including a sundeck with BBQ facilities, a...
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...
Making The Best Memories Along The Way! Outdoor Pool, Oceanfront Property!
This listing is for a room within a hotel.✦ Your room is 270 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.✦ Cleaning services availability and frequency vary by stayThere are a few additional details to know...
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 1-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the outdoors will love being 9 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
🌴 Oceanview Kona Retreat | Walk to Surf | Pool + Elevator | Fast WiFi for Remote WorkWelcome to your relaxed yet refined island getaway at Kona Palms on iconic Aliʻi Drive. This beautifully renovated 2-bedroom, 2-bath condo offers the perfect blend of comfort,...
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...
** 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...
** 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...
Honua Kai | 4 FREE CARS | KBM Resorts | Front Alii Suite | 4 Units, 8 Bedrooms | HK ML-3290
** 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...
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...
Honua Kai | 2 Free Cars | KBM Resorts | 2-Multi-Unit Listings, 5 Bedrooms | HK ML-3831
** 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 Bliss: Luxurious 2-Bedroom Lockoff Villa at Westin Ka’anapali North
Indulge in a slice of paradise with the 2-Bedroom Lockoff Oceanfront Villa at Westin Ka’anapali Ocean Resort Villas North—a stunning retreat perfect for families or groups seeking luxury, comfort, and unforgettable Hawaiian adventures.– Oceanfront Views: Wake up to...
** 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 | City View Suite – Pool & BBQ
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...
Waikiki Retreat ~ Steps to the Beach ~ Sleeps 4 ~ Free Parking ~ Full Amenities
Wake up to the sound of the ocean and step onto the beach in under a minute — this is Waikiki living at its finest. Nestled at 1765 Ala Moana Blvd along the beautiful Ala Wai Boat Harbor, this stylish 1-bedroom apartment comfortably sleeps 4 and puts you right at the...
** 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...
Escape to Paradise at Lagoon Tower by Hilton Grand Vacations – Studio Retreat!
Experience the vibrant energy of Waikiki from the heart of the Hilton Hawaiian Village® Waikiki Beach Resort, where the Lagoon Tower Studio combines modern comfort with a prime tropical location. Perfect for couples or small families, this cozy retreat offers an ideal...
🌊 Ocean Views & Island Vibes – Your Honolulu Escape! 🌺
Summary:🌊 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...
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...
Maui Wailea 4 Bedroom House Sleeps 10
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host TabPerched in an exclusive Wailea enclave, this stunning contemporary retreat blends modern design, artistic details, and effortless coastal living. Created by acclaimed artist Robert Suzuki...
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...
Furnished monthly rental Waikiki Neighborhood 205
Full Kitchen + Workspace Waikiki 205 Aloha Waikiki 96815.Monthly Rental - 30+Night Minimum Required bookingBook this home away from home on the serene outskirts of Waikiki!This private full apt offers a retreat for traveling workers or anyone seeking long-term...
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...
** 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...
Discovery Bay #1016 Great Location in Waikiki, Close To Beach, Shopping, Dining!
Step into comfort and style with this beautifully furnished condo offering breathtaking city views. The enclosed lanai doubles as a cozy office space, perfect for those who need to work or just enjoy the view in peace. Relax in the luxurious leather furniture and...
Waikiki Shore 906 Ocean View 1 Bedroom
This ocean view one bedroom, one bath condo offers a rare chance to stay right on Waikiki Beach. Located in the only condo building on the shoreline, it’s perfect for guests seeking comfort, convenience, and spectacular sunsets.Unit 906 Ocean View 1 Bedroom 1 Bathroom•...
Epic Forest View Studio, A/C, Sleeps 2, Fast Internet, Private, Beach 5m Drive
Experience this forest retreat complete with a cozy queen bed, AIR CONDITIONING, vaulted ceilings, convenient kitchenette, half bath, and an outdoor hot/cold shower. Relax on the expansive deck facing breathtaking panoramic views of the untouched jungle. Immerse...
Tranquil Beach Escape w/ Onsite Yoga, Pool & Bike
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
Updated 1-bedroom condo in Waikiki with AC and parking
This 1-bedroom condo is perfect for your escape to Honolulu. The brilliant bedroom features a comfortable king bed, ensuring a soothing night's sleep for guests. The pleasant bathroom includes a relaxing bathtub for unwinding after a day of exploring. With AC to keep...
Marriott's Maui Ocean Club-Tower-Two 2BR/2BA Villa
Summary:Nestled along the pristine shores of Maui, this tropical hideaway immerses you in serene landscape. The soft sands, turquoise waters and lush rainforests set the scene for an unforgettable Hawaii vacation. This is an ideal vacation retreat, boasting spacious...
** 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...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Large Floorplan | 2 Units, 4 Bedrooms | HK ML-1331
** 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...
Big Island Resort Stay with Pools, Beach Access & 1BR Island View Suite
Experience a relaxing Hawaii Island escape at Marriott’s Waikoloa Ocean Club, located on the sunny Kohala Coast in Waikoloa. Set within the oceanfront Waikoloa Beach Marriott Resort area, this destination offers a great mix of tropical scenery, resort amenities, and...
Impressive Wailea Point 2 Bedroom+Loft/2 Bath Oceanview Condominium
Yes, you can rent a vacation home at Wailea Point! A premier hospitality destination nestled between the Four Seasons Wailea Resort and the Fairmont Kealani Wailea, featuring an optimal location near beaches, golf, restaurants and entertainment. Each of our privately...
THE NEST Serene 1-bedroom condo with AC in beautiful Kihei.
Get ready to relax in this 1-bedroom condo in Kihei. The adorable space features a King size bed in master bedroom plus a spacious living room with sofa bed, perfect for extra guests or lounging after a day of adventure. Stay comfortable with air conditioning...
Ko Olina Beach Villas O-906 | Oceanfront Lanai, Pools & Luxury 2BR/2BA
Experience island luxury and sweeping Pacific views at Ko Olina Beach Villas O906, a ninth-floor sanctuary in Ko Olina’s exclusive Ocean Tower. This 2-bedroom, 2-bath villa offers front-row lagoon views, modern comforts, and the tranquility of one of O‘ahu’s most...
Aqua Aloha Surf Waikiki 701 | City Views – Pool & BBQ
Aqua Aloha Surf Waikiki #701 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King + (1) Queen futon, Sleeps 4, 360 St FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers....